Gloucester Holiday Rentals

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Our top choices for Gloucester holiday rentals

Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is NZ$76
includes taxes & fees
28 Dec - 29 Dec
Campsite #3 At Blanchard Farm

American Heritage RV Park

American Heritage RV Park
2.5 star property
Norge
9.0 out of 10, Wonderful, (74)
"Clean room very quiet area"
United States
Pamela
American Heritage RV Park

Blanchard Farm Camper Stay

Blanchard Farm Camper Stay
Diggs
10.0 out of 10, Exceptional, (4)
"Our stay at the Blanchard farm camper was great! We were very close to the beach. There was a fire pit available and we roasted smores. Joshua and his wife were great with communication! The camper was well out fitted with plates, towels, etc. Thanks so much!"
United States
Alexandra H.
The price is NZ$236
includes taxes & fees
28 Dec - 29 Dec
Blanchard Farm Camper Stay

The Farm Overlook Treehouse At Blanchard Farm

The Farm Overlook Treehouse At Blanchard Farm
Diggs
10.0 out of 10, Exceptional, (1)
The price is NZ$198
includes taxes & fees
28 Dec - 29 Dec
The Farm Overlook Treehouse At Blanchard Farm

Yurt Campsite @ Blanchard Farm Site 2

Yurt Campsite @ Blanchard Farm Site 2
Diggs
10.0 out of 10, Exceptional, (2)
"This is a fabulous yurt stay! 3 minute drive to the beach/ bay! Very nice just with a full farm! Great for kids! "
United States
Colleen C.
The price is NZ$217
includes taxes & fees
28 Dec - 29 Dec
Yurt Campsite @ Blanchard Farm Site 2

Bayfront Escape, Private Dock, Large Deck, and Views!

Bayfront Escape, Private Dock, Large Deck, and Views!
Hudgins
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at this property! The location was perfect- beautiful and peaceful right on the water. Dock was a great place to hang out at same with the cut-out beach areas. There is a great little restaurant nearby called hole-in-the-wall which had great food and the marina is just minutes away if you are looking to rent a boat or get out on the water.Overall, it was a fantastic stay and I would definitely recommend this home to anyone looking for a relaxing getaway in a quiet...
United States
Hoda P.
The price is NZ$647
includes taxes & fees
31 Dec - 1 Jan 2026
Bayfront Escape, Private Dock, Large Deck, and Views!

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
Lancaster
10.0 out of 10, Exceptional, (29)
"Greay realxing place. Fun fishing spot. Kids snd family relaxed well and recharged great. "
United States
china s.
The price is NZ$954
includes taxes & fees
28 Dec - 29 Dec
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
2.0 star property
Kilmarnock
10.0 out of 10, Exceptional, (1)
"Clean, nice."
United States
Martin H.
The price is NZ$689
includes taxes & fees
31 Dec - 1 Jan 2026
The Nook in Kilmarnock Va 3 bedroom

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Kilmarnock
10.0 out of 10, Exceptional, (1)
"LOVE, LOVED the house and its amenities! The photos don't do it justice. Fresh, stylish, all new, clean--a wonderful stay! Great layout for families and pets. Plenty of get-together areas and individual private spaces. Victoria was wonderful and super communicative! We wanted to stay longer!"
United States
pearl
The price is NZ$602
includes taxes & fees
4 Jan - 5 Jan 2026
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Mathews
10.0 out of 10, Exceptional, (35)
"Very clean. Beds comfortable. Host very responsive nice quiet area Check in was easy as well as check out. "
United States
James R.
The price is NZ$554
includes taxes & fees
14 Jan - 15 Jan 2026
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (27)
"My family enjoyed the experience of staying near the water. The views were lovely! "
United States
Precious E.
The price is NZ$766
includes taxes & fees
21 Jan - 22 Jan 2026
Sojourn Aviators Dream on Back River

Waterfront home with pool

Waterfront home with pool
White Stone
The price is NZ$597
includes taxes & fees
3 Jan - 4 Jan 2026
Waterfront home with pool

The Cottage at Blisland, Est 1749 Convenient to Williamsburg and Surrounding

The Cottage at Blisland, Est 1749 Convenient to Williamsburg and Surrounding
2.0 star property
Barhamsville
The price is NZ$392
includes taxes & fees
1 Jan - 2 Jan 2026
The Cottage at Blisland, Est 1749 Convenient to Williamsburg and Surrounding

The Williamsburg Haven

The Williamsburg Haven
2.0 star property
Williamsburg
10.0 out of 10, Exceptional, (1)
"Beautiful clean place!! Host was responsive to questions we had. Great experience. I highly recommend the place. We will stay here again when we are in the area. "
United States
Dona B.
The price is NZ$303
includes taxes & fees
7 Jan - 8 Jan 2026
The Williamsburg Haven

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.0 out of 10, Very good, (4)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
The price is NZ$1,960
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront
2.0 star property
Mathews
10.0 out of 10, Exceptional, (22)
"Great quiet location. Very cozy home. Great time at location. "
United States
James C.
The price is NZ$777
includes taxes & fees
31 Dec - 1 Jan 2026
Bay Dream Believer Cottage on Beautiful East River Waterfront

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Yorktown
9.4 out of 10, Exceptional, (46)
"Location is ideal"
United States
Christy M
The price is NZ$399
includes taxes & fees
4 Jan - 5 Jan 2026
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yurt Campsite At Blanchard Farm

Yurt Campsite At Blanchard Farm
Diggs
The price is NZ$180
includes taxes & fees
28 Dec - 29 Dec
Yurt Campsite At Blanchard Farm

Lovely condo with water & golf course view

Lovely condo with water & golf course view
Kingsmill
9.4 out of 10, Exceptional, (10)
"We greatly enjoyed our stay at this condo. It was super clean and very well appointed with everything we needed. The hosts were very responsive and easy to get in touch with to coordinate our stay. The location was convenient to everything we wanted to do, both inside and outside of the resort. We loved this condo and will definitely stay there again in the future."
United States
Nick T.
The price is NZ$616
includes taxes & fees
5 Jan - 6 Jan 2026
Lovely condo with water & golf course view

Anvil Campground

Anvil Campground
2.5 star property
Williamsburg
8.2 out of 10, Very good, (36)
"Campground very clean and well maintained "
United States
Anonymous traveller
The price is NZ$198
includes taxes & fees
29 Dec - 30 Dec
Anvil Campground
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gloucester Hotel Reviews

Find out more about Gloucester

Everything you need to know about Gloucester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gloucester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester holiday rentals we have selected for you start as low as NZ$198 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Gloucester?

Yes, we offer holiday rentals where you'll be only 13.8 mi (22.2 km) from Busch Gardens Williamsburg, offering you a more remote option if you want a quiet place to stay. Gloucester is known for its festivals and art.

What are some of the best holiday rentals that Gloucester has to offer?

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.: This holiday home rental outside of Gloucester is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Gloucester?

Expedia has 19 holiday rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Brown Park and Ark Park are a couple of scenic spots to enjoy the outdoors, whereas Gloucester Museum of History is one of the cultural attractions. Other places in town to visit include Middle Peninsula State Park and Rosewell Ruins.

What’s a holiday rental in Gloucester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gloucester. Holiday rentals feature amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.